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House vacation rentals in Flagstaff Lake

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Top-rated house rentals in Flagstaff Lake

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Top guest favorite
A telescope is positioned beside large windows, offering a clear view of a sunset over a snowy landscape. The scene is framed by evergreen trees, with a peaceful lake reflecting the warm colors of the setting sun.
Home in Rangeley
4.98 out of 5 average rating, 126 reviews

The GETAWAY, Rangeley

Our GETAWAY-perfect place for relaxing and fun! It’s private but 1/2 mile to IGA and approx 1 mi to beautiful downtown Rangeley with great restaurants, bowling, arcade, darts and shuffleboard. Ltd access to snowmobile trails directly from the house. ATV is no longer allowed from our home. Trails can be accessed from IGA (park across the st., or Depot Rd (includes trailer parking) 3/4 mile from our home. Hiking and incredible scenery! Walking distance to Pickford Pub and mins o Mtn Star Estate.

Top guest favorite
A spacious farmhouse stands amidst a grassy area, illuminated by warm light from numerous windows. A covered porch extends along the front, featuring wooden chairs. The surrounding landscape includes mature trees providing a natural backdrop.
Home in Starks
4.94 out of 5 average rating, 162 reviews

Farm house, River, Island, animals & private Chef.

MARCH-APRIL DAILY. Medicine Hill is a 136 acre farm on the Sandy River complete with a swimming hole and an entire island to explore. We grow vegetables, herbs & flowers. Our animals include sheep, chickens & rabbits. You will have full access to all areas of the farm! Spend time fishing or relaxing on the river. Or literally just sitting on the porch unwinding and taking it all in. 4 private bedrooms have stunning views surrounded by trees or fields. And if the Chef is available..EAT!!!

Top guest favorite
A spacious living area features a stone fireplace integrated with natural wood accents. Light-colored furnishings include a plush sectional sofa adorned with a soft throw blanket. Large windows offer views of the outdoors, enhancing the bright and airy atmosphere of the room.
Home in Beaver Cove
4.93 out of 5 average rating, 141 reviews

Moosehead Lake, Trail Access, Hot Tub, Beach, ACs!

Unwind, recharge and reconnect at our beautiful house on Moosehead Lake. A short path takes you down to the lake and a pebble stone beach to swim, use our 4 kayaks, soak in our 4 season outdoor hot tub, or just relax with a good book. New heat pumps to customize heating and cooling on both floors! Access both the snowmobile and ATV trails from the driveway! Plenty of parking for trailers for all of your powersport toys. The Beaver Cove Marina provides convenient access to launch your boat.

Top guest favorite
The open-concept living area showcases natural wood walls and a ceiling, with large windows allowing ample light. A soft sofa and a daybed are arranged around a round coffee table on a striped area rug. A staircase leads to the upper level, visible in the background.
Home in Farmington
4.96 out of 5 average rating, 300 reviews

Carriage House

Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

Top guest favorite
An open living space reveals a kitchen with a wooden island and white cabinetry, connected to a dining area featuring a wooden table and chairs. Steps lead to a cozy sitting area with a sectional sofa, surrounded by large windows allowing natural light.
Home in Eustis
5 out of 5 average rating, 120 reviews

Sweet home nestled in quiet spot; Walk to dining.

Situated at the end of a dead end street, Rockstar Quarry House is a place where you can relax and unwind with Deer regularly grazing right in the backyard. Walk to Fotter's grocery, Backstrap Grill, both just a stone's throw away. Here, in the center of Stratton, in the western mountains of Maine, an 8 mile drive to Sugarloaf and 27 miles to Saddleback. Whether you're here to ski, cycle, swim, snowmobile, hike or anything else you can think of, this region will provide the opportunity.

Superhost
Home in Kingfield
5 out of 5 average rating, 4 reviews

Mountain Escape | Views • Firepit • Near Sugarloaf

Perched high on Ira Mountain, this home features breathtaking panoramic views from nearly every room. Whether you’re sipping coffee at sunrise or watching the sun dip behind the peaks from the expansive deck, the scenery will be a highlight of your stay. With two beautifully appointed bedrooms, each offering comfortable beds and peaceful surroundings to ensure a restful night’s sleep. With three full bathrooms, there’s plenty of space for families or groups to spread out and enjoy privacy.

Top guest favorite
A serene scene features a person fishing by the river, surrounded by lush greenery and mountain views in the distance. The interior showcases wooden beams and a spacious kitchen with stainless steel appliances, complemented by bar stools along a large island.
Home in Eustis
5 out of 5 average rating, 93 reviews

New Cabin. Mountain, River & Dam Views, Kayaks.

Newer home! See the beautiful leaves changing colors. Use the 2 Kayaks. Sugarloaf 20 mins away for Skiing biking & hiking or hop on the ATV & Snowmobile Trail right from the dooryard. Jacuzzi jetted tub, fireplace, D/W, pans, etc. High Speed wifi/internet - login to your streaming devices on the Smart TV (3TV’s). Window views of the historic Dam, River & Mountains. The Dead River just steps away to float, fish, & take in the cascading sounds of the Dam. Trails End Restaurant steps away!

Top guest favorite
A wooden dock extends into calm, reflective waters surrounded by a serene landscape. Potted flowers in vibrant colors add a touch of greenery, while the sky above features soft clouds and blue tones, enhancing the tranquil lakeside atmosphere.
Home in Eustis
4.98 out of 5 average rating, 59 reviews

Flagstaff Lakeside Cabin Retreat

This newly renovated house is located in a private community on Flagstaff Lake surrounded by beautiful mature red pine trees with your own private spot on the lake complete with a dock & swim ladder! Amenities include a fire pit, picnic table, large deck, & propane grill. Kayaks & paddle-boards are available for an extra fee. You are close to endless hiking & biking trails, 10 mi to Sugarloaf & 25 mi to Rangeley. This is the perfect spot to relax & launch your outdoor adventures from!

Top guest favorite
An open kitchen area showcases wooden cabinetry and modern stainless steel appliances. A spacious countertop is lined with cookware, while a cozy dining area with a large table can be seen at the far end. Natural light enters through multiple windows, enhancing the warm, inviting atmosphere.
Home in Stratton
4.98 out of 5 average rating, 124 reviews

Sugarloaf and Flagstaff Lake Area Vacation Rental

Nestled among the trees in a quiet, private neighborhood great for walking, yet close to area restaurants & amenities, this is the perfect house for the outdoor enthusiast! The open floor plan & entertainment system are ideal for relaxing after a full day outside. Close to hiking & biking trails, 7 mi to Sugarloaf, 1.5 mi to Flagstaff Lake, 20 min drive to Rangeley. Outdoor dining area, grill, firepit, deck, & covered porch. The perfect spot to launch your outdoor adventures from!

Guest favorite
Home in Le Granit Regional County Municipality
4.98 out of 5 average rating, 131 reviews

The Rifugio Rental Cottage Hot tub/mountain view

The rifugio is the perfect place to take refuge. A peaceful oasis in the heart of nature, surrounded by mountains as far as the eye can see. The Rifugio gives you the freedom to connect authentically with nature and to enjoy quality time, whether alone or with others. The minute you walk through the door, you are welcomed into a warm and cozy atmosphere. Large windows offer magnificent views of the surrounding mountains, and in the distance, we can see the tip of Lake Mégantic

Guest favorite
Home in Moscow
4.87 out of 5 average rating, 220 reviews

Beautiful home on Wyman Lake

This large one bedroom two bath "camp" is located on Wyman Lake directly off Rt. 201, about 8 minutes north of Bingham. This is a wonderful location to unwind and decompress. The perfect place to ice fish with the kids. Watch the flags from the window or while your roasting marshmallows in the fire pit. Bring your snowshoes (or rent ours) and take your dog on an adventure around the lake. The home does have wifi. Sign in details are on the counter.

Top guest favorite
A serene riverbank is framed by lush green trees and foliage. Clear water reflects the surrounding nature, with smooth stones scattered along the shore. Gentle ripples indicate flowing water, creating a tranquil atmosphere for outdoor activities.
Home in Carrabassett Valley
4.93 out of 5 average rating, 129 reviews

4 Bed 1 Bath on River: Skiing & Mountain bike!

Quiet get away for the family on the river. Hear the sound of the flowing water right outside the windows. 4 Bedroom, 1 Bath, mudroom, radiant floor heat and propane gas stove, full kitchen, with deck and grill. Only a mile from Sugarloaf mountain and the Outdoor center and 24 miles from Flagstaff Lake. Activities include: cross country skiing, skate skiing, downhill skiing, skating and mountain biking, hiking, fishing and golfing.

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